Cargando…
Recent Advances in the Total Synthesis of the Tetrahydroisoquinoline Alkaloids (2002–2020)
[Image: see text] The tetrahydroisoquinoline (THIQ) natural products constitute one of the largest families of alkaloids and exhibit a wide range of structural diversity and biological activity. Ranging from simple THIQ natural products to complex trisTHIQ alkaloids such as the ecteinascidins, the c...
Autores principales: | , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10416225/ https://www.ncbi.nlm.nih.gov/pubmed/37429001 http://dx.doi.org/10.1021/acs.chemrev.3c00054 |
_version_ | 1785087725044498432 |
---|---|
author | Kim, Alexia N. Ngamnithiporn, Aurapat Du, Emily Stoltz, Brian M. |
author_facet | Kim, Alexia N. Ngamnithiporn, Aurapat Du, Emily Stoltz, Brian M. |
author_sort | Kim, Alexia N. |
collection | PubMed |
description | [Image: see text] The tetrahydroisoquinoline (THIQ) natural products constitute one of the largest families of alkaloids and exhibit a wide range of structural diversity and biological activity. Ranging from simple THIQ natural products to complex trisTHIQ alkaloids such as the ecteinascidins, the chemical syntheses of these alkaloids and their analogs have been thoroughly investigated due to their intricate structural features and functionalities, as well as their high therapeutic potential. This review describes the general structure and biosynthesis of each family of THIQ alkaloids as well as recent advancements of the total synthesis of these natural products from 2002 to 2020. Recent chemical syntheses that have emerged harnessing novel, creative synthetic design, and modern chemical methodology will be highlighted. This review will hopefully serve as a guide for the unique strategies and tools used in the total synthesis of THIQ alkaloids, as well as address the longstanding challenges in their chemical and biosynthesis. |
format | Online Article Text |
id | pubmed-10416225 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-104162252023-08-12 Recent Advances in the Total Synthesis of the Tetrahydroisoquinoline Alkaloids (2002–2020) Kim, Alexia N. Ngamnithiporn, Aurapat Du, Emily Stoltz, Brian M. Chem Rev [Image: see text] The tetrahydroisoquinoline (THIQ) natural products constitute one of the largest families of alkaloids and exhibit a wide range of structural diversity and biological activity. Ranging from simple THIQ natural products to complex trisTHIQ alkaloids such as the ecteinascidins, the chemical syntheses of these alkaloids and their analogs have been thoroughly investigated due to their intricate structural features and functionalities, as well as their high therapeutic potential. This review describes the general structure and biosynthesis of each family of THIQ alkaloids as well as recent advancements of the total synthesis of these natural products from 2002 to 2020. Recent chemical syntheses that have emerged harnessing novel, creative synthetic design, and modern chemical methodology will be highlighted. This review will hopefully serve as a guide for the unique strategies and tools used in the total synthesis of THIQ alkaloids, as well as address the longstanding challenges in their chemical and biosynthesis. American Chemical Society 2023-07-10 /pmc/articles/PMC10416225/ /pubmed/37429001 http://dx.doi.org/10.1021/acs.chemrev.3c00054 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Kim, Alexia N. Ngamnithiporn, Aurapat Du, Emily Stoltz, Brian M. Recent Advances in the Total Synthesis of the Tetrahydroisoquinoline Alkaloids (2002–2020) |
title | Recent Advances
in the Total Synthesis of the Tetrahydroisoquinoline
Alkaloids (2002–2020) |
title_full | Recent Advances
in the Total Synthesis of the Tetrahydroisoquinoline
Alkaloids (2002–2020) |
title_fullStr | Recent Advances
in the Total Synthesis of the Tetrahydroisoquinoline
Alkaloids (2002–2020) |
title_full_unstemmed | Recent Advances
in the Total Synthesis of the Tetrahydroisoquinoline
Alkaloids (2002–2020) |
title_short | Recent Advances
in the Total Synthesis of the Tetrahydroisoquinoline
Alkaloids (2002–2020) |
title_sort | recent advances
in the total synthesis of the tetrahydroisoquinoline
alkaloids (2002–2020) |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10416225/ https://www.ncbi.nlm.nih.gov/pubmed/37429001 http://dx.doi.org/10.1021/acs.chemrev.3c00054 |
work_keys_str_mv | AT kimalexian recentadvancesinthetotalsynthesisofthetetrahydroisoquinolinealkaloids20022020 AT ngamnithipornaurapat recentadvancesinthetotalsynthesisofthetetrahydroisoquinolinealkaloids20022020 AT duemily recentadvancesinthetotalsynthesisofthetetrahydroisoquinolinealkaloids20022020 AT stoltzbrianm recentadvancesinthetotalsynthesisofthetetrahydroisoquinolinealkaloids20022020 |